Abstract
(1S,2S)-1,3-Diacetoxy-1-(4-nitrophenyl)-2-propyl isothiocyanate ((S,S)-DANI) was recently introduced as a new chiral derivatizing agent for the enantioseparation of amino compounds. In the present study, diastereomeric derivatives of racemic amino acids were formed with (S,S)-DANI. The thioureas produced were distinguished by means of infrared spectroscopy, theoretical calculations and high-performance liquid chromatography. The differences observed between the corresponding diastereomers by the independent methods are considered to prove the applicability of the new reagent in the field of enantiomer separation.
| Original language | English |
|---|---|
| Pages (from-to) | 525-534 |
| Number of pages | 10 |
| Journal | Enantiomer |
| Volume | 5 |
| Issue number | 6 |
| Publication status | Published - 2000 |
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Keywords
- High-performance liquid chromatography
- Hydrogen-bonding
- Indirect enantioseparation
- Infrared spectroscopy
- PM3 quantum chemistry method
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
Cite this
Study of diastereomeric thioureas formed with a new chiral derivatizing agent. / Péter, M.; Perjéssy, A.; Loos, D.; Fülöp, F.
In: Enantiomer, Vol. 5, No. 6, 2000, p. 525-534.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Study of diastereomeric thioureas formed with a new chiral derivatizing agent
AU - Péter, M.
AU - Perjéssy, A.
AU - Loos, D.
AU - Fülöp, F.
PY - 2000
Y1 - 2000
N2 - (1S,2S)-1,3-Diacetoxy-1-(4-nitrophenyl)-2-propyl isothiocyanate ((S,S)-DANI) was recently introduced as a new chiral derivatizing agent for the enantioseparation of amino compounds. In the present study, diastereomeric derivatives of racemic amino acids were formed with (S,S)-DANI. The thioureas produced were distinguished by means of infrared spectroscopy, theoretical calculations and high-performance liquid chromatography. The differences observed between the corresponding diastereomers by the independent methods are considered to prove the applicability of the new reagent in the field of enantiomer separation.
AB - (1S,2S)-1,3-Diacetoxy-1-(4-nitrophenyl)-2-propyl isothiocyanate ((S,S)-DANI) was recently introduced as a new chiral derivatizing agent for the enantioseparation of amino compounds. In the present study, diastereomeric derivatives of racemic amino acids were formed with (S,S)-DANI. The thioureas produced were distinguished by means of infrared spectroscopy, theoretical calculations and high-performance liquid chromatography. The differences observed between the corresponding diastereomers by the independent methods are considered to prove the applicability of the new reagent in the field of enantiomer separation.
KW - High-performance liquid chromatography
KW - Hydrogen-bonding
KW - Indirect enantioseparation
KW - Infrared spectroscopy
KW - PM3 quantum chemistry method
UR - http://www.scopus.com/inward/record.url?scp=0034441336&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0034441336&partnerID=8YFLogxK
M3 - Article
C2 - 11342287
AN - SCOPUS:0034441336
VL - 5
SP - 525
EP - 534
JO - Enantiomer
JF - Enantiomer
SN - 1024-2430
IS - 6
ER -